MedKoo Cat#: 576425 | Name: Hycanthone ethansulfonate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hycanthone is an antischistosomal agent and active metabolite of lucanthone, known for its activity against Schistosoma mansoni. It acts primarily by inhibiting RNA synthesis through intercalation into DNA and interfering with topoisomerase II activity. In vitro, Hycanthone exhibits cytotoxic effects in various cancer cell lines, with IC₅₀ values typically in the low micromolar range (e.g., ~3–10 µM in HeLa and L1210 cells). In vivo studies have shown significant reduction in worm burden in infected mice treated with 60 mg/kg/day orally for 3 days

Chemical Structure

Hycanthone ethansulfonate
Hycanthone ethansulfonate
CAS#64265-18-5 (esylate)

Theoretical Analysis

MedKoo Cat#: 576425

Name: Hycanthone ethansulfonate

CAS#: 64265-18-5 (esylate)

Chemical Formula: C22H30N2O5S2

Exact Mass: 466.1596

Molecular Weight: 466.61

Elemental Analysis: C, 56.63; H, 6.48; N, 6.00; O, 17.14; S, 13.74

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
Synonym
Hycanthone ethansulfonate
IUPAC/Chemical Name
Ethanesulfonic acid, compd. with 1-((2-(diethylamino)ethyl)amino)-4-(hydroxymethyl)-9H-thioxanthen-9-one (1:1)
InChi Key
MFJJATAOPXFYNI-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H24N2O2S.C2H6O3S/c1-3-22(4-2)12-11-21-16-10-9-14(13-23)20-18(16)19(24)15-7-5-6-8-17(15)25-20;1-2-6(3,4)5/h5-10,21,23H,3-4,11-13H2,1-2H3;2H2,1H3,(H,3,4,5)
SMILES Code
CCN(CC)CCNc1ccc(CO)c2Sc3ccccc3C(=O)c12.CCS(=O)(=O)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 466.61 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Naidu MD, Agarwal R, Pena LA, Cunha L, Mezei M, Shen M, Wilson DM 3rd, Liu Y, Sanchez Z, Chaudhary P, Wilson SH, Waring MJ. Lucanthone and its derivative hycanthone inhibit apurinic endonuclease-1 (APE1) by direct protein binding. PLoS One. 2011;6(9):e23679. Epub 2011 Sep 15. PubMed PMID: 21935361; PubMed Central PMCID: PMC3174134. 2: el-Tarras A, Dubins JS, Warner J, Hoffman C, Cobb RR. Molecular analysis of the TK locus in L5178Y large and small colony mouse lymphoma cell mutants induced by hycanthone methanesulfonate. Mutat Res. 1995 Nov;332(1-2):89-95. PubMed PMID: 7500995. 3: Earle JD, Foley JF, Wieand HS, Kvols LK, McKenna PJ, Krook JE, Tschetter LK, Schutt AJ, Twito DI. Evaluation of external-beam radiation therapy plus 5-fluorouracil (5-FU) versus external-beam radiation therapy plus hycanthone (HYC) in confined, unresectable pancreatic cancer. Int J Radiat Oncol Biol Phys. 1994 Jan 1;28(1):207-11. PubMed PMID: 8270443. 4: Pica-Mattoccia L, Dias LC, Moroni R, Cioli D. Schistosoma mansoni: genetic complementation analysis shows that two independent hycanthone/oxamniquine-resistant strains are mutated in the same gene. Exp Parasitol. 1993 Dec;77(4):445-9. PubMed PMID: 8253157.